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Details

Stereochemistry ACHIRAL
Molecular Formula C5H6O4
Molecular Weight 130.0987
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ITACONIC ACID

SMILES

OC(=O)CC(=C)C(O)=O

InChI

InChIKey=LVHBHZANLOWSRM-UHFFFAOYSA-N
InChI=1S/C5H6O4/c1-3(5(8)9)2-4(6)7/h1-2H2,(H,6,7)(H,8,9)

HIDE SMILES / InChI

Molecular Formula C5H6O4
Molecular Weight 130.0987
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Metal ion mediated molecularly imprinted polymer for selective capturing antibiotics containing beta-diketone structure.
2010-12-24
Gluconic acid production by Aspergillus terreus.
2010-09
Chemical profiling of lentil (Lens culinaris Medik.) Cultivars and isolation of compounds.
2010-08-11
Enhancing itaconic acid production by Aspergillus terreus.
2010-08
One-pot synthesis of functionalized 4-oxo-2-thioxo-1,3-thiazinanes from primary amines, CS(2), and itaconic anhydride.
2010-08
Selective and flexible transformation of biomass-derived platform chemicals by a multifunctional catalytic system.
2010-07-26
Solvent retention of contemporary commercial dentin bonding agents in a demineralized dentin matrix.
2010-07
Surface characterization of functionalized latexes with different surface functionalities using rheometry and dynamic light scattering.
2010-05-15
Influence of unsaturated carbonic acids on hemocompatibility and cytotoxicity of poly-vinylacetate based co-polymers.
2010-05
Reactivity ratios for organotin copolymer systems.
2010-04-15
Characterization of pH-responsive hydrogels of poly(itaconic acid-g-ethylene glycol) prepared by UV-initiated free radical polymerization as biomaterials for oral delivery of bioactive agents.
2010-04
Hydrogels of N-isopropylacrylamide copolymers with controlled release of a model protein.
2010-01-04
Isolation of an oxalate-resistant Ashbya gossypii strain and its improved riboflavin production.
2010-01
Hydroxyapatite crystals biologically inspired on titanium by using an organic template based on the copolymer of acrylic acid and itaconic acid.
2010-01
Rational design and study on recognition property of paracetamol-imprinted polymer.
2010-01
Enantioselective protonation of itaconimides with thiols and the rotational kinetics of the axially chiral C-N bond.
2009-11-02
Swelling properties of copolymeric hydrogels of poly(ethylene glycol) monomethacrylate and monoesters of itaconic acid for use in drug delivery.
2009-11
A novel monoclonal antibody specific to peptide pdnaelvlltlgqawqg.
2009-10
Aspergillus terreus NADP-glutamate dehydrogenase is kinetically distinct from the allosteric enzyme of other Aspergilli.
2009-10
Acrylamide-sepiolite based composite hydrogels for immobilization of invertase.
2009-09
Induction of membrane permeability in Escherichia coli mediated by lysis protein of the ColE7 operon.
2009-09
Biotechnological production of itaconic acid and its biosynthesis in Aspergillus terreus.
2009-09
Anaerobic central metabolic pathways active during polyhydroxyalkanoate production in uncultured cluster 1 Defluviicoccus enriched in activated sludge communities.
2009-09
Catalytic (transfer) deuterogenation in D2O as deuterium source with H2 and HCO2H as electron sources.
2009-08-28
Crystal structure and putative mechanism of 3-methylitaconate-delta-isomerase from Eubacterium barkeri.
2009-08-21
Three lanthanide complexes derived from itaconic acid and 2,2'-bipyridine.
2009-03
Imprinted polymers for chiral resolution of (+/-)-ephedrine. Part 3: NMR predictions and HPLC results with alternative functional monomers.
2009-03
Property changes of powdery polyacrylonitrile synthesized by aqueous suspension polymerization during heat-treatment process under air atmosphere.
2009-01-01
Synthesis and characterization of a novel fast-set proline-derivative-containing glass ionomer cement with enhanced mechanical properties.
2009-01
Clinical Performance of Viscous Glass Ionomer Cement in Posterior Cavities over Two Years.
2009
The derivatization of bioplatform molecules by using KF/alumina catalysis.
2009
Synthesis and properties of polycarboxylate-type green surfactants with S- or N-linkages.
2009
Virulent clones of Klebsiella pneumoniae: identification and evolutionary scenario based on genomic and phenotypic characterization.
2009
Characterization of leaf apoplastic peroxidases and metabolites in Vigna unguiculata in response to toxic manganese supply and silicon.
2009
De novo synthesis of (Z)- and (E)-7-hexadecenylitaconic acids by a selective lignin-degrading fungus, Ceriporiopsis subvermispora.
2008-10
Modification of conventional glass-ionomer cements with N-vinylpyrrolidone containing polyacids, nano-hydroxy and fluoroapatite to improve mechanical properties.
2008-10
Hemoglobin recognition of molecularly imprinted hydrogels prepared at different pHs.
2008-09-05
Cloning and functional characterization of the cis-aconitic acid decarboxylase (CAD) gene from Aspergillus terreus.
2008-08
Production of renewable polymers from crop plants.
2008-05
Use of itaconic acid-based polymers for solid-phase extraction of deoxynivalenol and application to pasta analysis.
2008-02-25
Bis-(2,5-diphenylphospholanes) with sp2 carbon linkers: synthesis and application in asymmetric hydrogenation.
2008-02-01
Fluconazole release from hydrogels including acrylamide-acrylic acid-itaconic acid, and their microbiological interactions.
2008
The complete genome sequence and analysis of the epsilonproteobacterium Arcobacter butzleri.
2007-12-26
Stereocomplementary bioreduction of alpha,beta-unsaturated dicarboxylic acids and dimethyl esters using enoate reductases: enzyme- and substrate-based stereocontrol.
2007-12-20
Asymmetric hydrogenation using monodentate phosphoramidite ligands.
2007-12
Itaconic acid production using sago starch hydrolysate by Aspergillus terreus TN484-M1.
2007-12
Isolation of Ashbya gossypii mutant for an improved riboflavin production targeting for biorefinery technology.
2007-08
Effects of lactose and glucose on production of itaconic acid and lovastatin by Aspergillus terreus ATCC 20542.
2007-07
[The drug release properties of poly (acrylamide-co-itaconate-vinylbenzylglycosylallylamide) hydrogels].
2007-06
Topography of the active site of the Saccharomyces cerevisiae plasmalemmal dicarboxylate transporter studied using lipophilic derivatives of its substrates.
2007-03
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:18:48 GMT 2025
Edited
by admin
on Mon Mar 31 21:18:48 GMT 2025
Record UNII
Q4516562YH
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NSC-3357
Preferred Name English
ITACONIC ACID
MI  
Systematic Name English
ITACONIC ACID [MI]
Common Name English
METHYLENESUCCINIC ACID
Systematic Name English
2-METHYLENEBUTANEDIOIC ACID
Systematic Name English
PROPYLENEDICARBOXYLIC ACID
Systematic Name English
BUTANEDIOIC ACID, METHYLENE-
Common Name English
2-PROPENE-1,2-DICARBOXYLIC ACID
Systematic Name English
METHYLENEBUTANEDIOIC ACID
Systematic Name English
SUCCINIC ACID, METHYLENE-
Common Name English
Code System Code Type Description
MERCK INDEX
m6560
Created by admin on Mon Mar 31 21:18:48 GMT 2025 , Edited by admin on Mon Mar 31 21:18:48 GMT 2025
PRIMARY Merck Index
HSDB
5308
Created by admin on Mon Mar 31 21:18:48 GMT 2025 , Edited by admin on Mon Mar 31 21:18:48 GMT 2025
PRIMARY
FDA UNII
Q4516562YH
Created by admin on Mon Mar 31 21:18:48 GMT 2025 , Edited by admin on Mon Mar 31 21:18:48 GMT 2025
PRIMARY
EPA CompTox
DTXSID2026608
Created by admin on Mon Mar 31 21:18:48 GMT 2025 , Edited by admin on Mon Mar 31 21:18:48 GMT 2025
PRIMARY
ECHA (EC/EINECS)
202-599-6
Created by admin on Mon Mar 31 21:18:48 GMT 2025 , Edited by admin on Mon Mar 31 21:18:48 GMT 2025
PRIMARY
WIKIPEDIA
ITACONIC ACID
Created by admin on Mon Mar 31 21:18:48 GMT 2025 , Edited by admin on Mon Mar 31 21:18:48 GMT 2025
PRIMARY
CHEBI
30838
Created by admin on Mon Mar 31 21:18:48 GMT 2025 , Edited by admin on Mon Mar 31 21:18:48 GMT 2025
PRIMARY
NSC
3357
Created by admin on Mon Mar 31 21:18:48 GMT 2025 , Edited by admin on Mon Mar 31 21:18:48 GMT 2025
PRIMARY
CAS
97-65-4
Created by admin on Mon Mar 31 21:18:48 GMT 2025 , Edited by admin on Mon Mar 31 21:18:48 GMT 2025
PRIMARY
PUBCHEM
811
Created by admin on Mon Mar 31 21:18:48 GMT 2025 , Edited by admin on Mon Mar 31 21:18:48 GMT 2025
PRIMARY